2-甲氧基-3-异丁基吡嗪-(甲氧基-13C)的合成研究  

Synthesis Research of 2-Methoxy-3-isobutyl Pyrazine-(methoxy-13C)

作　　者：徐建飞 卢伟京 刘占峰 雷雯 侯捷 杜晓宁 XU Jian-fei;LU Wei-jing;LIU Zhan-feng;LEI Wen;HOU Jie;DU Xiao-ning(Shanghai Engineering Research Center of Stable Isotope,National Isotope Engineering Technology Research Center,Shanghai Research Institute of Chemical Industry Co.,Ltd.,Shanghai 200062,China)

机构地区：[1]上海化工研究院有限公司国家同位素工程技术研究中心上海稳定性同位素工程技术研究中心

出　　处：《化学试剂》2018年第10期926-930,共5页Chemical Reagents

基　　金：上海市科委同位素工程中心能力建设项目(15DZ2280500)

摘　　要：近年来,稳定同位素示踪技术在代谢组学的研究中起到了重要作用。以亮氨酰胺盐酸盐为原料,与乙二醛发生环化反应得到中间体2-羟基-3-异丁基吡嗪,再通过氯化反应制备2-氯-3-异丁基吡嗪,在碱性条件下和同位素标记甲醇-13C发生缩合反应得到目标化合物。合成路线避免中间体由烯醇式变为酮式,避免得到目标产物的同分异构体,且操作简单,工艺流程短,副产物少,收率可达70%以上,13C同位素丰度稀释低。产物经HPLC、MS、~1HNMR和13CNMR表征,结果表明：化学纯度〉99%,同位素丰度〉98.8 atom%13C。In recent years,stable isotope tracer technique plays an important role in metabonomics research. This work was designed to leucine amide hydrochloride as raw materials,and glyoxal cyclization reaction to obtain the intermediate 2-hydroxy-3-isobutyl pyrazine,then preparation of 2-chloro-3-isobutyl pyrazine by chlorination reaction,under alkaline conditions 2-methoxy-3-isobutyl pyrazine-（methoxy-13C） could be prepared by condensation reaction with isotope labeling of methanol-13C. The synthetic route could avoid the intermediate from enol to keto and obtain the isomer of the target product.It had the advantages of simple operation,short process flow,less side product,the yield of target compound was more than 70%,13C labeled isotope abundance was not diluted.The product was confirmed by HPLC,MS,~1HNMR and 13CNMR,the chemical purity was more than 99%,the deuterium enrichment was more than 98. 8 atom%13C.

关 键 词：同位素标记 合成 2-甲氧基-3-异丁基吡嗪 

分 类 号：O621.3[理学—有机化学]